Adventure Collective
Explore Chicago’s Stunning Interior Architecture with Spectacular Views High and Low - Chicago

Explore Chicago’s Stunning Interior Architecture with Spectacular Views High and Low

Chicagomoderate

Difficulty

moderate

Duration

2–3 hours

Fitness Level

Moderate walking fitness required; ability to climb stairs comfortably.

Overview

Discover Chicago’s architectural wonders inside and out on a walking tour that reveals breathtaking interior details and sweeping skyline views. Explore the city’s iconic design from elevated vantage points and hidden indoor gems.

Walking Tour
Chicago, Illinois

Look Up, Look Down: Interior Architecture with Spectacular Views, High & Low

Special Access to Unique Views! • 2 Hours Long • All Ages

Select participants and date

Adventure Photos

Look Up, Look Down: Interior Architecture with Spectacular Views, High & Low photo 1

About This Adventure

Join Us for the Best Views of Beautiful Chicago

We get asked ALL THE TIME, "Where do we go to get a good high-up view of the city?" You could purchase expensive tickets to go wait in a long line at some tourist-treadmill observatory that everyone else knows about (and will be at). Or, you can join Inside Chicago Walking Tours on a high-up and low-down exploration of some personally curated favorite spots that give you beautiful, unique views, all for one low ticket price! No lines, no impersonal service, no cookie-cutter photos to bring back home. Come join Inside Chicago Walking Tours on a unique, exciting urban adventure!

Company founder and head tour guide, Hillary, introduced this tour route in 2017 after wanting to launch it since she started her business in 2014. Having formed friendly relationships with building staff and management in many spots downtown, as well as a solid reputation for quality tours and very satisfied customers, she is now able to welcome guests to special access granted by a handful of buildings to secret, amazing views of the city!

On this popular tour route, Inside Chicago Walking Tours will show you not only the stunning secret views from high up, but also the fascinating and fun views from down low. This tour is all about exploring the levels of downtown Chicago, from high up to ground level — and beyond!

Duration

2 Hours ~1.5 miles on foot

Highlights of the Tour

  • Enjoy special access to sweeping, high-up views of downtown Chicago;
  • Explore the riverfront's pedestrian-friendly layers and beautiful photo angles of its architecture;
  • Watch as a building disappears right before your eyes;
  • Gaze out upon one of the best high-up views of Chicago.

Tour Details

  • This tour is led by Adam or Hillary.
  • Runs rain or shine! We will be in touch in case of severe weather.
  • Meeting Location: In front of the Virgin Hotel, 203 N Wabash Ave, Chicago, IL 60601.

Adventure Tips

Wear comfortable walking shoes

This tour covers several city blocks with occasional stairs inside buildings, so supportive shoes are recommended.

Arrive early for your tour

Meeting spots can be busy; arriving 10 minutes early helps ensure a smooth start.

Bring a camera with zoom capability

Capture intricate interior details and expansive skyline shots from observation points.

Check weather forecasts

Some viewpoints are outdoors; dress accordingly for Chicago’s variable weather.

Local Insights

Wildlife

  • Urban peregrine falcons nesting on skyscrapers
  • Migratory songbirds frequenting Millennium Park

History

Chicago pioneered the modern skyscraper in the late 19th century, deeply influencing global architectural trends.

Conservation

Tours encourage sustainable urban tourism by limiting group sizes and promoting respect for historic structures.

Select participants and date

Adventure Hotspots in Chicago

Frequently Asked Questions

Recommended Gear

Comfortable walking shoes

Essential

Necessary for navigating city streets and building interiors with ease.

Light jacket or layers

Essential

Chicago spring weather can be cool and windy, layers keep you comfortable.

spring specific

Sunglasses

Protect your eyes during outdoor portions of the tour under strong sun.

summer specific

Umbrella or raincoat

Fall showers can be frequent; come prepared to stay dry.

fall specific